Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1cc(C(F)(F)F)cc2[nH]ncc12
InChiKey
LJHXJPMPBIVZRU-UHFFFAOYSA-N
Route Signature
f216cba5a3560bdbf614a14db6701348d0e778d0cdf75260583a36347ca8e083
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_54f498eac0ff216c38513a57",
"signature": "f216cba5a3560bdbf614a14db6701348d0e778d0cdf75260583a36347ca8e083",
"contentHash": "11960c06630e89509608f18c91a13ff6f0b95c33a1a0c575a1680eb956a3ba0b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4085cd06995758a707f038b1",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04838",
"moleculeId": "sa_f4ad5be6615dc8a7b5dacaf9",
"smiles": "COC(=O)c1cc(C(F)(F)F)cc2[nH]ncc12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f4ad5be6615dc8a7b5dacaf9",
"inchikey": "LJHXJPMPBIVZRU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C(F)(F)F)cc2[nH]ncc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7478",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_f4ad5be6615dc8a7b5dacaf9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f4ad5be6615dc8a7b5dacaf9",
"inchikey": "LJHXJPMPBIVZRU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C(F)(F)F)cc2[nH]ncc12"
},
"smiles": "COC(=O)c1cc(C(F)(F)F)cc2[nH]ncc12",
"reactionStepId": "sa_a424d742a713b0c35e0e90ad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317026A1;1319;1455151\",\"rsmi\":\"CC(C)(C)O[N:16]=O.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][c:13]([NH2:17])[c:14]1[CH3:15]>C1COCCOCCOCCOCCOCCO1.CC(=O)OC(C)=O.CC(=O)O.ClC(Cl)Cl.[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][c:13]2[c:14]1[cH:15][n:16][nH:17]2\"},\"mapped_reaction_smiles\":\"CC(C)(C)O[N:16]=O.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][c:13]([NH2:17])[c:14]1[CH3:15]>C1COCCOCCOCCOCCOCCO1.CC(=O)OC(C)=O.CC(=O)O.ClC(Cl)Cl.[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][c:13]2[c:14]1[cH:15][n:16][nH:17]2\"}",
"reactionStep": {
"id": "sa_a424d742a713b0c35e0e90ad",
"reactionHash": "d5f2f4499877faabc3480098d6bb3e8a39c7bb1544f4bdb06dd2dd87ee60a8d5"
},
"children": [
{
"id": "7479",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_8535729a88461f966c15fb3d",
"parentId": "7478",
"isLeaf": true,
"molecule": {
"id": "sa_8535729a88461f966c15fb3d",
"inchikey": "IOGXOCVLYRDXLW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)ON=O"
},
"smiles": "CC(C)(C)ON=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7480",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_0283e96503adceea350f31e1",
"parentId": "7478",
"isLeaf": false,
"molecule": {
"id": "sa_0283e96503adceea350f31e1",
"inchikey": "JJPXRSOUXFUZHS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C(F)(F)F)cc(N)c1C"
},
"smiles": "COC(=O)c1cc(C(F)(F)F)cc(N)c1C",
"reactionStepId": "sa_29c0b6ace86325ede3903d19",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317026A1;1317;1455150\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:16][c:11]([C:12]([F:13])([F:14])[F:15])[cH:10]1>CCO.Cl.[Fe].N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[c:8]([NH2:9])[cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:16][c:11]([C:12]([F:13])([F:14])[F:15])[cH:10]1>CCO.Cl.[Fe].N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[c:8]([NH2:9])[cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_29c0b6ace86325ede3903d19",
"reactionHash": "fbd92983839e12b1a37d45d57b1fd8d37ea3985a709f27ae5db300aedd46978b"
},
"children": [
{
"id": "7481",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_9c8e47f7e2dbcbed5ccfc107",
"parentId": "7480",
"isLeaf": false,
"molecule": {
"id": "sa_9c8e47f7e2dbcbed5ccfc107",
"inchikey": "IXENFPUZCCLTKC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C(F)(F)F)cc([N+](=O)[O-])c1C"
},
"smiles": "COC(=O)c1cc(C(F)(F)F)cc([N+](=O)[O-])c1C",
"reactionStepId": "sa_cbad128735a938bc073cb6ab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317026A1;1315;1455149\",\"rsmi\":\"I[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1>CN(C)C=O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"I[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1>CN(C)C=O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_cbad128735a938bc073cb6ab",
"reactionHash": "f61bbc2104e294ec42537be2456cff32d5cca3f8bbcef4b9e246ad852b928e0e"
},
"children": [
{
"id": "7482",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "7481",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7483",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_2621a3c053712bf7a8eb91cf",
"parentId": "7481",
"isLeaf": false,
"molecule": {
"id": "sa_2621a3c053712bf7a8eb91cf",
"inchikey": "MSPACDHXYLZNHB-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)O)cc(C(F)(F)F)cc1[N+](=O)[O-]"
},
"smiles": "Cc1c(C(=O)O)cc(C(F)(F)F)cc1[N+](=O)[O-]",
"reactionStepId": "sa_0a5683a12ead113f6e9f9ba8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317026A1;1313;1455148\",\"rsmi\":\"O[N+:15](=[O:16])[O-:17].[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1>O=S(=O)(O)O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][c:14]1[N+:15](=[O:16])[O-:17]\"},\"mapped_reaction_smiles\":\"O[N+:15](=[O:16])[O-:17].[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1>O=S(=O)(O)O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][c:14]1[N+:15](=[O:16])[O-:17]\"}",
"reactionStep": {
"id": "sa_0a5683a12ead113f6e9f9ba8",
"reactionHash": "1115636b27fc2e7a470edf21df0c0e6ea81344e18740c0373dfb3e9662878884"
},
"children": [
{
"id": "7484",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "7483",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7485",
"routeId": "sa_54f498eac0ff216c38513a57",
"moleculeId": "sa_39d6ff21ca0eb410bb45678a",
"parentId": "7483",
"isLeaf": true,
"molecule": {
"id": "sa_39d6ff21ca0eb410bb45678a",
"inchikey": "STJUSBSLJXOSDU-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(F)(F)F)cc1C(=O)O"
},
"smiles": "Cc1ccc(C(F)(F)F)cc1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}